Villas and Holiday homes in Pensacola, FL

534 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Pensacola, FL villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

534 Villa rentals in Pensacola, FL

Best Pensacola, FL villas and holiday homes with a pool

Among the 534 accommodations in Pensacola, FL, here are the 4 best villas and holiday homes with a pool

Private Oasis, Pool, Downtown Pns & Beach 3br-2,5bt - Pensacola, FL
9.5 29 reviews
Pensacola, FL
17/09 – 20/09
SG$478/nighttotal: SG$1434 (3 )

Private Oasis, Pool, Downtown Pns & Beach 3br-2,5bt

3 4
house , Ferry Pass
This Pensacola holiday home in Ferry Pass is situated approximately 6.7 km from Roger Scott Athletic Complex and 5 km from Pensacola Regional Airport, offering easy access to both Downtown Pensacola and the beaches.
This three-bedroom, two-bathroom property boasts 139 square metres of living space, accommodating up to 14 guests and featuring a private pool, free Wi-Fi, and outdoor play equipment.
Portofino Island P5-1709 - Pensacola, FL
Pensacola, FL
09/07 – 12/07
SG$1198/nighttotal: SG$3594 (3 )

Portofino Island P5-1709

1 6
house , Oriole Beach
This beachfront property in Oriole Beach offers direct ocean views and is situated just 500 metres from Pensacola Beach.
This detached house, with a floor area of 124 square metres, accommodates up to 10 guests and features a private terrace, sauna, indoor pool, hot tub, and access to a spa and fitness centre.
Guesthouse And Pool + Close To Beach - Pensacola, FL
9.8 17 reviews
Pensacola, FL
18/06 – 21/06
SG$377/nighttotal: SG$1131 (3 )

Guesthouse And Pool + Close To Beach

1 2
house , Pensacola
This Pensacola guesthouse, situated in the East Hill neighbourhood, is 3.2km from the city centre, 1.4km from the Pensacola Bay Bridge, and a 12-minute drive from the beach, offering easy access to Bayview Park (0.6km).
The self-contained unit sleeps four guests in a queen-size pull-out sofa, twin bed, and futon, and includes Wi-Fi, an Amazon Fire Stick, air conditioning, a private pool, and free driveway parking.
Tristan Towers Unit 8c - Pensacola, FL
8.0 1 review
Pensacola, FL
09/07 – 12/07
SG$1202/nighttotal: SG$3606 (3 )

Tristan Towers Unit 8c

2 6
house , Gulf Breeze
Tristan Towers unit 8C, a Pensacola Beach holiday home, is situated 3.1km from Pensacola Beach Gulf Pier and 12.6km from Fort Pickens, offering easy access to Gulf Islands National Seashore (1.9km).
This two-bedroom, two-bathroom property boasts 107 square metres of living space, sleeping up to 11 guests and including a private balcony, swimming pool, tennis court, and fully equipped kitchen with dishwasher; bed linen and towels are provided.

Best Pensacola, FL villas and holiday homes with a kitchen

Walk Downtown, Private Parking, Short Drive To Beach & Nas - Pensacola, FL
9.7 3 reviews
Pensacola, FL
25/07 – 02/08
SG$376/nighttotal: SG$3008 (8 )

Walk Downtown, Private Parking, Short Drive To Beach & Nas

3 5
house , Pensacola
This Pensacola holiday home is conveniently located a 1.7km walk from Historic Pensacola Village, offering easy access to Pensacola Beach and NAS Pensacola by car.
The 131 square metre property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, private parking, garden, terrace, and free Wi-Fi.
~Gem On G St~2br~downtown Pensacola~furbabies~walk To Restaurants & Supposey~ - Pensacola, FL
10 19 reviews
Pensacola, FL
19/07 – 22/07
SG$290/nighttotal: SG$870 (3 )

~Gem On G St~2br~downtown Pensacola~furbabies~walk To Restaurants & Supposey~

2 2
cottage , Pensacola
This charming cottage is situated on G Street in downtown Pensacola, just a short walk from the lively Palafox Street district and a 15-minute drive from the beautiful beaches. The property has received excellent user ratings for its comfort and amenities.
The cottage offers two bedrooms and one bathroom, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a relaxing backyard with a deck and fire pit, and a beach tote filled with essential items for a fun day at the shore.
Home W/ Patio & Games Near Dtwn Pensacola! - Pensacola, FL
9.8 6 reviews
Pensacola, FL
02/09 – 11/09
SG$259/nighttotal: SG$2331 (9 )

Home W/ Patio & Games Near Dtwn Pensacola!

3 2
house , Pensacola
This Pensacola holiday home is conveniently located near the city centre, approximately 2.4 kilometres from Bayview Dog Beach and 3.5 kilometres from Fairfield Village Shopping Centre.
The 214-square-metre property boasts three bedrooms, two bathrooms, and sleeps up to 15 guests, offering a fully equipped kitchen, air conditioning, private parking (at extra charge), and a garden.
2 Br Quaint Private Bungalow Nr Downtown & Beaches - Pensacola, FL
9.8 102 reviews
Pensacola, FL
06/07 – 10/07
SG$206/nighttotal: SG$824 (4 )

2 Br Quaint Private Bungalow Nr Downtown & Beaches

1 2
bungalow , Pensacola
This Pensacola bungalow is ideally situated near downtown Pensacola, a 5-minute drive from its bars and restaurants, 9.6km from Pensacola Beach, and 9.6km from Naval Air Station Pensacola.
The fully renovated two-bedroom, one-bathroom house sleeps five guests, boasting a full kitchen with modern appliances, in-unit laundry, and free on-site parking; nearby attractions include Pensacola International Airport (9.6km).

Frequently asked questions about villa rentals in Pensacola, FL

  • What are the must-see attractions in Pensacola, FL?

    You have to visit the Pensacola Naval Air Station Museum, it's a real gem! There's also the National Museum of Naval Aviation, which houses a collection of historic aircraft, and of course, the beautiful Pensacola Beach, with its white sand and clear waters.
  • What are the best villa rentals in Pensacola, FL?

    Among the villa rentals in Pensacola, FL, Sans Souci Unit 705, Cottage Under The Trees and Pensacola Oasis - Private - Safe - Central Location are the most popular ones.

  • What indoor activities for families are available in Pensacola, FL on rainy days?

    On a rainy day, head to the Pensacola Children's Museum or the Gulf Breeze Zoo. The Pensacola Museum of Art is also a great option for families, and they have a variety of exhibits that are perfect for all ages.
  • What are the best villa rentals with a pool in Pensacola, FL?

  • What are the best activities in Pensacola, FL?

    Pensacola is a real treat for all sorts of interests! You can enjoy the beach, explore the historic downtown area, or take a boat tour to see the dolphins. There are also plenty of opportunities for fishing, kayaking, and paddleboarding.
  • What are the best villa rentals with a jacuzzi in Pensacola, FL?

  • What are the advantages of renting a house or a villa in Pensacola, FL

    Renting a villa gives you more space and privacy than a hotel, and it's often more affordable for larger groups. You'll have access to a kitchen, laundry facilities, and often a private pool, making it great for families or groups of friends.
  • What are the best villa rentals for families and kids in Pensacola, FL?

    The best villa rentals for families and kids in Pensacola, FL are Pensacola Pelican Retreat, Jan And Feb 225 Per Night and Townhome A W/hottub In Downtown - Mins To Beach.

  • What food festivals or culinary events take place in and around Pensacola, FL?

    Pensacola has a great food scene! The Pensacola Seafood Festival is a popular event, and the Pensacola Beach Food and Wine Festival is another favourite. If you're here in the spring, you might catch the Pensacola Greek Festival.
  • What are the best pet friendly villa rentals in Pensacola, FL?

  • What exclusive experiences are available when visiting Pensacola, FL?

    If you're looking for something special, you could try a private fishing charter, take a sunset cruise on a sailboat, or even go on a dolphin-watching tour. The area has some great options for those seeking unique experiences.
  • What are the best villa rentals with parking in Pensacola, FL?

    Sans Souci Unit 705, Cottage Under The Trees and Pensacola Oasis - Private - Safe - Central Location are the best villa rentals with parking in Pensacola, FL.

  • Which part of Pensacola, FL would be ideal for a villa rental?

    For a villa rental, I'd recommend the area around Pensacola Beach or Gulf Breeze. You'll be close to the beach, and there are plenty of restaurants and shops nearby. You can also find some great villas in the historic downtown area, which is a bit further from the beach but offers a different kind of experience.

Destinations nearby

Best Pensacola, FL villas and holiday homes with air conditioning

6 Mi To Dtwn Pensacola: Family-friendly Gem! - Pensacola, FL
10 1 review
Pensacola, FL
16/07 – 20/07
SG$342/nighttotal: SG$1368 (4 )

6 Mi To Dtwn Pensacola: Family-friendly Gem!

3 4
house , Pensacola
This family-friendly holiday home in Pensacola is situated 3.06 kilometres from Roger Scott Athletic Complex and 6.44 kilometres from downtown Pensacola, with Pensacola Regional Airport just 0.97 kilometres away.
This spacious 139 square metre abode accommodates up to 11 guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, complimentary WiFi, air conditioning, and private parking.
Cozy & Private Guest Cottage - Perfect For Two - Pensacola, FL
10 93 reviews
Pensacola, FL
19/07 – 22/07
SG$160/nighttotal: SG$480 (3 )

Cozy & Private Guest Cottage - Perfect For Two

1 2
house , Pensacola
This Pensacola cottage, ideal for couples or solo travellers, is conveniently located a short distance (approx. 8km) from Pensacola International Airport, 16km from the city centre, and 24km from Pensacola Beach, offering easy access to local attractions.
The self-contained guesthouse features a kitchenette, washer-dryer, private entrance, and sleeps two guests, with a garden and parking also available; enjoy stunning sunrise views of Pensacola Bay Bluff just 2.4km away.
Pensacola Vacation Rental W/ Community Pool! - Pensacola, FL
10 1 review
Pensacola, FL
01/08 – 07/08
SG$331/nighttotal: SG$1986 (6 )

Pensacola Vacation Rental W/ Community Pool!

3 4
house , Pensacola
This Pensacola holiday home is situated approximately 1.6 to 3.2 kilometres from downtown attractions including the TT Wentworth Jr. Florida State Museum, Pensacola Historical Museum, Saenger Theatre, and Historic Pensacola Village.
The 144-square-metre property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes amenities such as a fully equipped kitchen, in-unit laundry, free Wi-Fi, and community pool access.
Mint Julep House- New Listing, Close To Everything, Fire Pit - Pensacola, FL
Pensacola, FL
31/07 – 01/08
SG$926/nightfor 1 night

Mint Julep House- New Listing, Close To Everything, Fire Pit

3 2
house , Goulding
This Pensacola property is situated in Goulding, 2.6 kilometres from Fairfield Village Shopping Centre and 3.2 kilometres from the Saenger Theatre.
This family-friendly residence accommodates up to 14 guests across three bedrooms and two bathrooms, offering a fully equipped kitchen, air conditioning, Wi-Fi, a garden with patio, and private parking.

Best Pensacola, FL villas and holiday homes with jacuzzi

Portofino Island Resort 1-1402 - Pensacola, FL
Pensacola, FL
09/08 – 16/08
SG$1041/nighttotal: SG$7287 (7 )

Portofino Island Resort 1-1402

2 4
house , Oriole Beach
Portofino Island Resort 1-1402, situated in Pensacola Beach, Florida, offers stunning sea views and is a 4-minute walk from the beach, approximately 6.7km from Pensacola Beach Gulf Pier.
This two-bedroom, two-bathroom holiday home boasts 124 square metres of living space, sleeps up to 11 guests, and includes a fully equipped kitchen, private swimming pool, hot tub, and free Wi-Fi.
Portofino Island Resort P5-1003 - Pensacola, FL
9.0 35 reviews
Pensacola, FL
27/12 – 03/01
SG$473/nighttotal: SG$3311 (7 )

Portofino Island Resort P5-1003

2 3
apartment , Oriole Beach
Portofino Island Resort P5-1003, situated in Pensacola Beach, Florida, offers a self-catering property a 7-minute walk from the beach and within 6–24km of Pensacola Beach Gulf Pier and Gulf Islands National Seashore.
This 124 square metre house boasts two bedrooms, two bathrooms, a living room, a fully equipped kitchen including a fridge, microwave, and dishwasher, plus a private balcony with sea views, a swimming pool, jacuzzi, and free parking; suitable for families (guests under 25 must be accompanied by a parent or guardian).
Woodsy Retreat, Steps To Bay - Hot Tub! - Pensacola, FL
9.2 27 reviews
Pensacola, FL
04/10 – 08/10
SG$328/nighttotal: SG$1312 (4 )

Woodsy Retreat, Steps To Bay - Hot Tub!

2 4
house , Midway
This Gulf Breeze holiday home, situated 14.5 kilometres from Pensacola Beach Gulf Pier and 19.3 kilometres from Wayside Park, offers stunning sea views.
The 93-square-metre property boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a jacuzzi, terrace, private parking, and fully equipped kitchen with dishwasher.
Castaway Retreat Free Charter Included! - Pensacola, FL
8.0 1 review
Pensacola, FL
17/10 – 24/10
SG$425/nighttotal: SG$2975 (7 )

Castaway Retreat Free Charter Included!

1 5
house , Midway
This detached house in Gulf Breeze is situated approximately 9.2 kilometres from Wayside Park and the Pensacola Visitor Information Centre, and 6.7 kilometres from Pensacola Beach Gulf Pier.
This property offers a fully equipped kitchen, two bathrooms, air conditioning, and WiFi, with a capacity for 11 guests and a complimentary charter included.
©2026 cozycozy.com